Upscale bachelor party - dining and drink suggestions, please

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Hello all, I'm trying to organize a dinner in Manhattan for about 8 guys in their early 40s for a good friend who is getting married (finally after more than a decade with his fiancee). I need a dining option that would allow such a group a great meal and easy conversation -- maybe semi-private room or a main dining room that isn't airplane hangar loud.

And then we could use a suggestion for a nice speakeasy or interesting bar/lounge to retire too after (not necessarily in the same location). Any suggestions? Most of us are from out of town and don't know the scene as well as many of you. We're debating everything from Grammercy Tavern (which alas is closed the night we want to go) to Union Square to Babbo, and probably haven't thought of the right place. We don't want to completely break the bank (no Per Se or EMP, alas), but we want a memorable, delicious experience. Any ideas for a relaxed enjoyable evening? No neighborhood preference - we are flexible.

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